Catalytic C-H Borylation Using Iron Complexes Bearing 4,5,6,7-Tetrahydroisoindol-2-ide-Based PNP-Type Pincer Ligand

被引:26
作者
Kato, Takeru [1 ]
Kuriyama, Shogo [1 ]
Nakajima, Kazunari [2 ]
Nishibayashi, Yoshiaki [1 ]
机构
[1] Univ Tokyo, Sch Engn, Dept Syst Innovat, Bunkyo Ku, Tokyo 1138656, Japan
[2] Univ Tokyo, Sch Engn, Frontier Res Ctr Energy & Resources, Bunkyo Ku, Tokyo 1138656, Japan
关键词
C-H borylation; heterocycles; iron; pincer ligand; ACTIVATION; DEHYDROGENATION; DINITROGEN; BACKBONE; INSIGHTS; ALKYNES;
D O I
10.1002/asia.201900501
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalytic C-H borylation has been reported using newly designed iron complexes bearing a 4,5,6,7-tetrahydroisoindol-2-ide-based PNP pincer ligand. The reaction tolerated various five-membered heteroarenes, such as pyrrole derivatives, as well as six-membered aromatic compounds, such as toluene. Successful examples of the iron-catalyzed sp(3) C-H borylation of anisole derivatives were also presented.
引用
收藏
页码:2097 / 2101
页数:5
相关论文
共 47 条
  • [1] Aldehyde Decarbonylation by a Cobalt(I) Pincer Complex
    Alawisi, Hussah
    Al-Afyouni, Kathlyn F.
    Arman, Hadi D.
    Tonzetich, Zachary J.
    [J]. ORGANOMETALLICS, 2018, 37 (21) : 4128 - 4135
  • [2] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    Alberico, Dino
    Scott, Mark E.
    Lautens, Mark
    [J]. CHEMICAL REVIEWS, 2007, 107 (01) : 174 - 238
  • [3] [Anonymous], 2012, ANGEW CHEM, DOI DOI 10.1002/ANIE.201201666
  • [4] Iron Catalysis in Organic Synthesis
    Bauer, Ingmar
    Knoelker, Hans-Joachim
    [J]. CHEMICAL REVIEWS, 2015, 115 (09) : 3170 - 3387
  • [5] Modularly designed transition metal PNP and PCP pincer complexes based on aminophosphines: Synthesis and catalytic applications
    Benito-Garagorri, David
    Kirchner, Karl
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (02) : 201 - 213
  • [6] Bergman RG, 2007, NATURE, V446, P391, DOI 10.1038/446391a
  • [7] Chirik P. J., 2017, ANGEW CHEM, V129, P5252
  • [8] Carbon-Carbon Bond Formation in a Weak Ligand Field: Leveraging Open-Shell First-Row Transition-Metal Catalysts
    Chirik, Paul J.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (19) : 5170 - 5181
  • [9] Recent Advances in C-H Functionalization
    Davies, Huw M. L.
    Morton, Daniel
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (02) : 343 - 350
  • [10] Iron-Catalyzed C-H Borylation of Arenes
    Dombray, Thomas
    Werncke, C. Gunnar
    Jiang, Shi
    Grellier, Mary
    Vendier, Laure
    Bontemps, Sebastien
    Sortais, Jean-Baptiste
    Sabo-Etienne, Sylviane
    Darcel, Christophe
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (12) : 4062 - 4065